
Holiday rentals in Montefollonico
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Top-rated holiday rentals in Montefollonico
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Wine Experience Villa in Montepulciano
🏡 Villa Talosa è immersa nei vigneti della Fattoria della Talosa, storica azienda vitivinicola di Montepulciano produttrice di Vino Nobile. Un luogo autentico, ideale per rilassarsi con la magia della campagna toscana e una vista incantevole da ogni finestra. A soli 1,5 km dal centro storico, raggiungibile anche a piedi, potrete visitare la nostra Cantina Storica del 1500 sotto Piazza Grande: un’esperienza unica tra storia, passione per il vino. Riscaldamento e aria condizionata sono inclusi.
4.97 out of 5 average rating, 126 reviews
Agriturismo Poggio Bicchieri ap. Memoria
Rilassati con tutta la famiglia in questo alloggio. L’agriturismo si compone di due appartamenti indipendenti con sala, cucina, camera e bagno. Non dovrai condividere nulla con il altri ospiti poiché é stata nostra cura organizzare tutto in maniera che ognuno abbia i propri spazi e tutto sia separato. All'esterno c’é un barbecue, tavolo con sedie e le sdraio. Nelle vicinanze Pienza, San Quirico d'Orcia, Bagno Vignoni, Montalcino e Bagni San Filippo. Per raggiungerci 1,5 km di strada sterrata!
4.92 out of 5 average rating, 625 reviews
Under the sunset, Montepulciano
In 2023 my son Guglielmo and I decided to restore the old oratory of a church from the 1600s by creating a two floor apartment: upstairs we have 2 bedrooms equipped with AC and 2 en-suite bathrooms with shower; downstairs a spacious living room with stereo Available a table outside with great view and a nice garden 50 mt away where to have a private wine tasting or barbecue for all the guests of our 4 apartments, after 7pm if booked large in advance Large free parking area 100 mt away
4.98 out of 5 average rating, 165 reviews
Amazing Tuscany Villa, FREE parking
Modern villa with panoramic view in Montepulciano, a few steps from San Biagio. The villa is lovingly furnished and equipped with all comforts for a pleasant holiday. Enjoy breathtaking views of the surrounding countryside from the terrace, or relax in the two spacious gardens at your disposal. You will also have at your disposal a large kitchen to dabble in the magnificent art of cooking, something much loved by us Italians!!! Also available: Free Wi-fi Self check-in Reserved car parking
4.93 out of 5 average rating, 334 reviews
Wp Relais Borgo Vignalunga
Discover Borgo Vignalunga by WP Relais, an charming hamlet set in a 46-hectare estate in the heart of the Val D'Orcia, a UNESCO World Heritage Site. Surrounded by woodland, pastures, a lush vegetable garden, cultivated fields and three olive groves with 1,500 olive trees, Borgo Vignalunga is the ideal place to experience the true essence of Tuscany. The property is close to historical villages, evocative architecture, unspoilt natural landscapes and renowned restaurants, bars and wineries.
4.95 out of 5 average rating, 146 reviews
Elegant farmhouse overlooking Pienza
Podere Fonte Bernardi is an authentic Tuscan country house. Surrounded by the nature of the Val d'Orcia, an ideal place to relax. Located a few km from the most beautiful places in Tuscany such as Pienza, the medieval village of Monticchiello, the thermal site of Bagno Vignoni and the homeland of Montepulciano wine. Perfect for taking long walks and discovering local wines and food. You will be able to enjoy the most beautiful sunset over Pienza in the silence of the most authentic nature.
5.0 out of 5 average rating, 36 reviews
Charming Tuscan Home with Splendid Terrace
Benvenuti al Belvedere Toscano, un rifugio charming e autentico nel cuore di Montefollonico, uno dei borghi più suggestivi e senza tempo della Toscana. Immerso nell’atmosfera storica del centro, l’appartamento è la base perfetta per esplorare alcune delle destinazioni più iconiche della zona, come Montepulciano, Pienza, San Quirico d’Orcia e Torrita di Siena. Il vero gioiello della casa è la sua incredible terrazza panoramica: uno spazio intimo, rilassante e semplicemente indimenticabile.
4.85 out of 5 average rating, 80 reviews
Your Tuscan oak tree house, enchanting Val d'Orcia
The house enjoys a rare and enchanting view of the Val d’Orcia and Monte Amiata, ensuring maximum privacy. The interiors mirror the charm of the Tuscan style, with antique furniture and finishes made by local artisans. It is equipped with a double bedroom, a large living room with a big table, a fully equipped kitchenette, a double sofa bed in front of the fireplace, in the living room. Outside, the patio will allow you to eat with the colors of the sunset as a backdrop.
5.0 out of 5 average rating, 116 reviews
In Toscana Camere
**Your Dream Retreat in the Heart of Val d'Orcia** Welcome to In Toscana Camere, a charming holiday home located in the historic center of Monticchiello, a Tuscan village full of charm and authenticity. Surrounded by stone walls and enhanced by modern, comfortable interiors, this home offers the perfect balance between tradition and contemporary style. Wake up every morning to a breathtaking view of the stunning Val d'Orcia.
4.96 out of 5 average rating, 137 reviews
Toskana Charme: Montefollonico!
Discover picturesque Montefollonico from our unique Airbnb. With breathtaking views of the Tuscan hills, our home is in a prime location. Enjoy the comfort of a large living room, kitchen, bedroom, and study/bedroom. A garden with a barbecue, dining area, and two balconies complete the dream. Montefollonico is the ideal base for exploring the region's beauty. Montepulciano, Pienza, and Montalcino are all within easy reach.
5.0 out of 5 average rating, 33 reviews
Tuscan Dream Apt with Pool, View & Tennis Court
Scopri Il Chicchino, un rifugio iconico e autentico ricavato in un antico monastero del 1170 nel cuore di Montefollonico, tra Val d’Orcia e Valdichiana. Qui storia, quiete e fascino toscano si fondono con comfort, piscina olimpionica, campo da tennis e giardini curati. Un luogo incredible per coppie o amici in cerca di relax, bellezza e un soggiorno davvero indimenticabile immerso nell’anima più vera della Toscana.
4.91 out of 5 average rating, 96 reviews
Unplug at a 17th-Century Farmhouse Enveloped by Olive Groves
Pick figs and rosemary in secluded, extensive gardens and soak up the peace and quiet of this beautiful rural setting with spectacular panoramic views. Whitewashed walls, terracotta-tiled floors, and ceiling beams reflect the space's rich history.
4.99 out of 5 average rating, 112 reviewsPopular amenities for Montefollonico holiday rentals
Other great holiday rentals in Montefollonico

Podere Lamino Val d'Orcia, Pienza
4.99 out of 5 average rating, 67 reviews
Luxury Penthouse with Incredible View & A/C 300mq
4.98 out of 5 average rating, 99 reviews
Charming Tuscan Home · Montepulciano & Val d'Orcia
5.0 out of 5 average rating, 5 reviews
Mooi appartement+terrassen+A/C in 13e eeuws stadje
4.62 out of 5 average rating, 69 reviews
Tuscan Village Apartment, Montefollonico, Pienza
5.0 out of 5 average rating, 5 reviews
A casa di Gabri, accoglienza e semplicità
5.0 out of 5 average rating, 15 reviews
Villa Banditello, view over Montepulciano valley
4.84 out of 5 average rating, 32 reviews
[15 min da Montepulciano] Villa Chiara
4.91 out of 5 average rating, 23 reviewsDestinations to explore
- Lake Trasimeno
- Lake Bolsena
- Parco Regionale Della Maremma
- Del Chianti
- Basilica of St Francis
- Mount Amiata
- Centro Storico Orvieto
- Cascate del Mulino
- Eremo Di Camaldoli
- La Scarzuola
- Antinori nel Chianti Classico
- Siena Cathedral
- Avignonesi Winery Fattoria Le Capezzine
- Vulci
- Val di Chiana
- Mount Subasio
- Basilica Di San Miniato A Monte
- Palazzo Pubblico
- Valdichiana Outlet Village
- Saturnia Thermal Park
- Riserva Naturale Diaccia Botrona
- Terme San Filippo
- Abbey of Sant'Antimo
- Casa Barthel





